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First Trip To The Gloryhole 13:35
First Trip To The Gloryhole
Feminised By Girlfriends Mum - Milf 09:43
Feminised By Girlfriends Mum - Milf
Corporate Takeover 09:14
Corporate Takeover
Sissy Seductions - Chapter 1 - Prologue 08:00
Sissy Seductions - Chapter 1 - Prologue
The Reunion 15:22
The Reunion
Becoming Her 13:40
Becoming Her
The Adventures Of A Cum Sucking Sissy Succubus 09:58
The Adventures Of A Cum Sucking Sissy Succubus
Your Friend's Story (Voiced Gender Swap Caption) 11:13
Your Friend's Story (Voiced Gender Swap Caption)
A Career Change - Gender Swap Caption 24:41
A Career Change - Gender Swap Caption
Coerced By A Milf 07:44
Coerced By A Milf
Your Future Awaits 08:14
Your Future Awaits
The Sissy Shot 10:30
The Sissy Shot
Sissy Best Friends 09:50
Sissy Best Friends
Carlos Now Carla Making Partner - Gender Swap Story 28:41
Carlos Now Carla Making Partner - Gender Swap Story
Sissy Isekai 09:12
Sissy Isekai
Mamas Good Boys Penis Shrinking 07:12
Mamas Good Boys Penis Shrinking
Tiktok Rumors - BBstories 06:47
Tiktok Rumors - BBstories
Deal With A Succubus - JOI 25:16
Deal With A Succubus - JOI
Trained By The Company - A Caption Story 31:49
Trained By The Company - A Caption Story
Sissy Symbiote 11:06
Sissy Symbiote
Futanari Plaything 08:44
Futanari Plaything
Sissy Valentines Day 07:08
Sissy Valentines Day
New School For Bambi 07:57
New School For Bambi
Church Of Chastity 09:47
Church Of Chastity
Sissy Malfunction 11:30
Sissy Malfunction
Breast Expansion 11:43
Breast Expansion
Mommys In Control 10:42
Mommys In Control
Sissy Virus Outbreak 00:14
Sissy Virus Outbreak
Gloryhole Adventure 2 - Part 1 18:00
Gloryhole Adventure 2 - Part 1
Gloryhole Adventure 2 - Part 2 12:26
Gloryhole Adventure 2 - Part 2
Sissy Best Friends 3 07:48
Sissy Best Friends 3
Church Of Feminization 10:12
Church Of Feminization
Bambi Cloud Lab - Extraction Facility Gateway Experience - Focus 21 41:32
Bambi Cloud Lab - Extraction Facility Gateway Experience - Focus 21
Sentai Rangers - Transformation 33:13
Sentai Rangers - Transformation
Pink Slave - Sissy Caption Story 05:52
Pink Slave - Sissy Caption Story
Removing A Succubuss Curse - Halloween Special 21:03
Removing A Succubuss Curse - Halloween Special
9s Feminisation Training - By Peterraynor 09:54
9s Feminisation Training - By Peterraynor
A Sissys Perspective Ep 2 - BBstories 05:49
A Sissys Perspective Ep 2 - BBstories
Sir Are You A Beta - Office For Beta Control Investigation 13:50
Sir Are You A Beta - Office For Beta Control Investigation
Snowed In - A Gender Swap Story 07:04
Snowed In - A Gender Swap Story
Just A Little Lovin - Voiced - Futa 13:22
Just A Little Lovin - Voiced - Futa
Kai Forced Into Kaylee - X-Change Story 10:56
Kai Forced Into Kaylee - X-Change Story
The Experiment 24:26
The Experiment
My Sissy Story - A Pre-Gooner Warm Up 05:07
My Sissy Story - A Pre-Gooner Warm Up
The Dark Web Pill 21:05
The Dark Web Pill
Bimbo Nightmares - A Sissy Caption Story 21:00
Bimbo Nightmares - A Sissy Caption Story
Hypno Therapy 22:57
Hypno Therapy
ASMR Hypno-Therapist Succubus 15:30
ASMR Hypno-Therapist Succubus
Edge of Despair 21:27
Edge of Despair
Bimbo Pops 18:43
Bimbo Pops
Dildo To Gloryhole 08:47
Dildo To Gloryhole
Her First Date - A Caption Story 05:50
Her First Date - A Caption Story
A Complete Gooner Recitation - A Call To Lilith 15:03
A Complete Gooner Recitation - A Call To Lilith
Dominant Futa Makes You Her Cumslut 09:29
Dominant Futa Makes You Her Cumslut
Locker Room Mix Up - Sissy Caption Story 17:40
Locker Room Mix Up - Sissy Caption Story
Goth Girlfriend First Date 11:27
Goth Girlfriend First Date
Sissy Across Time And Space 11:31
Sissy Across Time And Space
Bimbo And Sissy Pleasure Playground - Hentai Hypno JOI 21:08
Bimbo And Sissy Pleasure Playground - Hentai Hypno JOI
Costume Party - Halloween Special 16:30
Costume Party - Halloween Special
Friendly Town - Stellas Favorite Student 05:43
Friendly Town - Stellas Favorite Student
Fuck Me Harder 10:13
Fuck Me Harder
The Memory Modification Machine - Chastitties 13:41
The Memory Modification Machine - Chastitties
The Magic Dildo - Chastitties 18:00
The Magic Dildo - Chastitties
Seraphina Academy - The School For Sissies - Episode 1 - Dawson Family 12:58
Seraphina Academy - The School For Sissies - Episode 1 - Dawson Family
Threesome As A Girl 06:09
Threesome As A Girl
Widowmaker Takes You For A Girls Night Out - Futa Joi 32:14
Widowmaker Takes You For A Girls Night Out - Futa Joi
Woke Up As A Girl 07:39
Woke Up As A Girl
My Vagina Never Stays Dry 26:21
My Vagina Never Stays Dry
Alien Transformation 14:03
Alien Transformation
Masters Breeding Pet 26:16
Masters Breeding Pet
Transformed Into A Japanese Girl 18:00
Transformed Into A Japanese Girl
Boyfriend To Sissy Transformation 08:47
Boyfriend To Sissy Transformation

Sissy Across Time And Space

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  • (112)
UnderJoySkirt Submitted by UnderJoySkirt
  • 11:31
  • 57821
  • 2025-10-03 20:07:36
Let’s test the ‘what-if’ device and watch how your story shifts from place to place. 💜 Patreon: patreon.com/UnderJoySkirt
Tags: sissy, story, stories, femdom, dildo, captions, hentai, anime, training, futa, moaning, joi, dystopian, scenarios, obey, ai
Categories: AI, Captions, Femdom, Hentai, Movies, Sissy Training
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